HRP20070582T3 - Method for preparing para-phenyl alkynyl benzaldehydes - Google Patents

Method for preparing para-phenyl alkynyl benzaldehydes

Info

Publication number
HRP20070582T3
HRP20070582T3 HR20070582T HRP20070582T HRP20070582T3 HR P20070582 T3 HRP20070582 T3 HR P20070582T3 HR 20070582 T HR20070582 T HR 20070582T HR P20070582 T HRP20070582 T HR P20070582T HR P20070582 T3 HRP20070582 T3 HR P20070582T3
Authority
HR
Croatia
Prior art keywords
compound
formula
alkyl
heteroaryl
aryl
Prior art date
Application number
HR20070582T
Other languages
Croatian (hr)
Inventor
Swinnen Dominique
Pohin Danig
Original Assignee
Laboratoires Serono S.A.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Laboratoires Serono S.A. filed Critical Laboratoires Serono S.A.
Publication of HRP20070582T3 publication Critical patent/HRP20070582T3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/18—Preparation of halogenated hydrocarbons by replacement by halogens of oxygen atoms of carbonyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/24—Halogenated aromatic hydrocarbons with unsaturated side chains
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/004—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with organometalhalides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/562—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with nitrogen as the only hetero atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/548—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings having unsaturation outside the six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/55—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Postupak za pripravu spojeva formule (I): naznačen time da jeR C1-C12-alkil, C1-C12-alkil aril, C1-C12-alkil heteroaril, C2-C12-aikenil, C2-C12-alkenil aril, C2-C12-alkenil heteroaril, C2-C12-alkinil, C2-C12-alkinil aril, C2-C12-alkinil heteroaril, C1-C12-alkil-C3-C8-cikloalkil, C3-C8-cikloalkil, C1-C12-aloksi skupina; aril, heteroaril, halidi; navedeni proces sadrži korake: korak 1: reakcija acil klorida formule (III) s alkil benzenom formule (IV) da se dobije odgovarajući spoj (V): u čemu je OS odlazna skupina; korak 2: pretvorba spoja formule (V) u spoj formule (VI) uporabom pogodnog sredstva za halogeniranje: korak 3: podvrgavanje spoja (VI) reakciji eliminacije da se dobije spoj formule (VII): korak 4: podvrgavanje spoja (VII) ili njegova aktiviranog oblika reakciji s formilirajućim agensom (VIII) da se dobije spoj (I): Patent sadrži još 7 patentnih zahtjeva.Process for the preparation of compounds of formula (I): wherein R is C1-C12-alkyl, C1-C12-alkyl aryl, C1-C12-alkyl heteroaryl, C2-C12-alkenyl, C2-C12-alkenyl aryl, C2-C12- alkenyl heteroaryl, C2-C12-alkynyl, C2-C12-alkynyl aryl, C2-C12-alkynyl heteroaryl, C1-C12-alkyl-C3-C8-cycloalkyl, C3-C8-cycloalkyl, C1-C12-alloxy group; aryl, heteroaryl, halides; said process comprising the steps of: step 1: reacting an acyl chloride of formula (III) with an alkyl benzene of formula (IV) to give the corresponding compound (V): wherein OS is a leaving group; step 2: conversion of the compound of formula (V) into a compound of formula (VI) using a suitable halogenating agent: step 3: subjecting the compound (VI) to an elimination reaction to give a compound of formula (VII): step 4: subjecting the compound (VII) or its of the activated form by reaction with a formylating agent (VIII) to give compound (I): The patent contains 7 more claims.

HR20070582T 2003-10-13 2007-12-27 Method for preparing para-phenyl alkynyl benzaldehydes HRP20070582T3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP03103780 2003-10-13
PCT/EP2004/052515 WO2005037758A1 (en) 2003-10-13 2004-10-12 Method for preparing para-phenyl alkynyl benzaldehydes

Publications (1)

Publication Number Publication Date
HRP20070582T3 true HRP20070582T3 (en) 2008-01-31

Family

ID=34443013

Family Applications (1)

Application Number Title Priority Date Filing Date
HR20070582T HRP20070582T3 (en) 2003-10-13 2007-12-27 Method for preparing para-phenyl alkynyl benzaldehydes

Country Status (16)

Country Link
US (1) US7479575B2 (en)
EP (1) EP1675813B1 (en)
JP (1) JP4625009B2 (en)
AT (1) ATE381529T1 (en)
AU (1) AU2004281985B2 (en)
CA (1) CA2539155C (en)
CY (1) CY1107863T1 (en)
DE (1) DE602004010833T2 (en)
DK (1) DK1675813T3 (en)
ES (1) ES2295943T3 (en)
HR (1) HRP20070582T3 (en)
IL (1) IL175022A (en)
NO (1) NO20062163L (en)
PL (1) PL1675813T3 (en)
PT (1) PT1675813E (en)
WO (1) WO2005037758A1 (en)

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US7838708B2 (en) 2001-06-20 2010-11-23 Grt, Inc. Hydrocarbon conversion process improvements
US20050171393A1 (en) 2003-07-15 2005-08-04 Lorkovic Ivan M. Hydrocarbon synthesis
WO2005021468A1 (en) 2003-07-15 2005-03-10 Grt, Inc. Hydrocarbon synthesis
US20080275284A1 (en) 2004-04-16 2008-11-06 Marathon Oil Company Process for converting gaseous alkanes to liquid hydrocarbons
US20060100469A1 (en) 2004-04-16 2006-05-11 Waycuilis John J Process for converting gaseous alkanes to olefins and liquid hydrocarbons
US7674941B2 (en) 2004-04-16 2010-03-09 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
US8173851B2 (en) 2004-04-16 2012-05-08 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
US8642822B2 (en) 2004-04-16 2014-02-04 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons using microchannel reactor
US7244867B2 (en) 2004-04-16 2007-07-17 Marathon Oil Company Process for converting gaseous alkanes to liquid hydrocarbons
WO2007044270A1 (en) * 2005-10-06 2007-04-19 Albemarle Corporation Process for producing high purity ketones by friedel-crafts acylation at low temperature
EP1993979A4 (en) 2006-02-03 2011-07-06 Grt Inc Continuous process for converting natural gas to liquid hydrocarbons
UA95943C2 (en) 2006-02-03 2011-09-26 ДжиАрТи, ИНК. Separation of light gases from halogens
EA017699B1 (en) 2007-05-24 2013-02-28 Грт, Инк. Zone reactor incorporating reversible hydrogen halide capture and release
US8282810B2 (en) 2008-06-13 2012-10-09 Marathon Gtf Technology, Ltd. Bromine-based method and system for converting gaseous alkanes to liquid hydrocarbons using electrolysis for bromine recovery
SG192538A1 (en) 2008-07-18 2013-08-30 Grt Inc Continuous process for converting natural gas to liquid hydrocarbons
US8198495B2 (en) 2010-03-02 2012-06-12 Marathon Gtf Technology, Ltd. Processes and systems for the staged synthesis of alkyl bromides
US8367884B2 (en) 2010-03-02 2013-02-05 Marathon Gtf Technology, Ltd. Processes and systems for the staged synthesis of alkyl bromides
CN103153962A (en) 2010-09-29 2013-06-12 纳幕尔杜邦公司 Fungicidal imidazoles
US8815050B2 (en) 2011-03-22 2014-08-26 Marathon Gtf Technology, Ltd. Processes and systems for drying liquid bromine
US8436220B2 (en) 2011-06-10 2013-05-07 Marathon Gtf Technology, Ltd. Processes and systems for demethanization of brominated hydrocarbons
US8829256B2 (en) 2011-06-30 2014-09-09 Gtc Technology Us, Llc Processes and systems for fractionation of brominated hydrocarbons in the conversion of natural gas to liquid hydrocarbons
US8802908B2 (en) 2011-10-21 2014-08-12 Marathon Gtf Technology, Ltd. Processes and systems for separate, parallel methane and higher alkanes' bromination
US9193641B2 (en) 2011-12-16 2015-11-24 Gtc Technology Us, Llc Processes and systems for conversion of alkyl bromides to higher molecular weight hydrocarbons in circulating catalyst reactor-regenerator systems
EP3010908A1 (en) 2013-02-20 2016-04-27 E. I. du Pont de Nemours and Company Fungicidal pyrazoles
CN103420823B (en) * 2013-07-19 2016-06-08 南京欧信医药技术有限公司 The synthetic method of ��-chloro-4 fluorophenyl benzyl ketones

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HU172938B (en) * 1976-05-25 1979-01-28 Chinoin Gyogyszer Es Vegyeszet Process for producing substituted phenyl-acethylenes
JPH07138196A (en) * 1993-11-19 1995-05-30 Takeda Chem Ind Ltd Trifluoromethyl-substituted vinyl compound, its production, liquid crystal composition containing the same compound and liquid crystal light-modulating apparatus using the same composition
EA012260B1 (en) 2002-01-29 2009-08-28 Лаборатуар Сероно Са Substituted methylene amide derivatives as modulators of protein tyrosine phosphatases (ptps)

Also Published As

Publication number Publication date
AU2004281985B2 (en) 2010-09-16
US20080108849A1 (en) 2008-05-08
PT1675813E (en) 2008-01-10
DK1675813T3 (en) 2008-03-03
JP4625009B2 (en) 2011-02-02
DE602004010833T2 (en) 2009-01-08
CA2539155C (en) 2012-08-07
EP1675813A1 (en) 2006-07-05
CA2539155A1 (en) 2005-04-28
CY1107863T1 (en) 2012-05-23
ES2295943T3 (en) 2008-04-16
US7479575B2 (en) 2009-01-20
IL175022A0 (en) 2006-08-20
IL175022A (en) 2010-12-30
AU2004281985A1 (en) 2005-04-28
WO2005037758A1 (en) 2005-04-28
EP1675813B1 (en) 2007-12-19
DE602004010833D1 (en) 2008-01-31
JP2007508277A (en) 2007-04-05
NO20062163L (en) 2006-06-26
ATE381529T1 (en) 2008-01-15
PL1675813T3 (en) 2008-05-30

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